Issue with bending mesh by using armature
So let's say you want the letter to be deformed. In that case you can parent With Automatic Weight, your topology is good so it is supposed to get nicely deformed by several bones, so you don't have to reparent.
There are 2 main problems in your current file though:

The Subdivision Surface modifier was above the Armature. Put it below:



Your bones kept bending badly. So at first I tried to give some corrections in Weight Paint mode but wth? it didn't fix it. Actually it's because even though your bones are displayed as Octahedral you've segmented them (which you can only see if you display your bones as B-Bones), and you've only segmented twice the second bone, the one that mainly controls the letter. 2 is not enough, it will break the shape, so increase the value and it will work fine: